3-(1,1-difluoroallyl)-9-phenyl-9,9a-dihydro-4aH-carbazole | 1537172-00-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(1,1-difluoroallyl)-9-phenyl-9,9a-dihydro-4aH-carbazole
• 英文别名: 3-(1,1-Difluoro-2-propenyl)-9-phenyl-9H-carbazole；3-(1,1-difluoroprop-2-enyl)-9-phenylcarbazole
• CAS: 1537172-00-1
• 化学式: C₂₁H₁₅F₂N
• 分子量: 319.354
• InChiKey: LTHBAPSMPHNWEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-苯基-3-咔唑硼酸 、 3-溴-3,3-二氟丙烯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 水 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以90%的产率得到3-(1,1-difluoroallyl)-9-phenyl-9,9a-dihydro-4aH-carbazole
  参考文献：
  名称：

  Highly Selective gem-Difluoroallylation of Organoborons with Bromodifluoromethylated Alkenes Catalyzed by Palladium

  摘要：

  A first example of Pd-catalyzed gem-difluoroallylation of organoborons using 3-bromo-3,3-difluoropropene (BDFP) in high efficiency with high alpha/gamma-substitution regioselectivity has been developed. The reaction can also be extended to substituted BDFPs and has advantages of low catalyst loading (0.8 to 0.01 mol %), broad substrate scope, and excellent functional group compatibility, thus providing a facile route for practical application in drug discovery and development.

  DOI：

  10.1021/ja4114825

文献信息

• Highly Selective <i>gem</i>-Difluoroallylation of Organoborons with Bromodifluoromethylated Alkenes Catalyzed by Palladium
  作者：Qiao-Qiao Min、Zengsheng Yin、Zhang Feng、Wen-Hao Guo、Xingang Zhang

  DOI：10.1021/ja4114825

  日期：2014.1.29

  A first example of Pd-catalyzed gem-difluoroallylation of organoborons using 3-bromo-3,3-difluoropropene (BDFP) in high efficiency with high alpha/gamma-substitution regioselectivity has been developed. The reaction can also be extended to substituted BDFPs and has advantages of low catalyst loading (0.8 to 0.01 mol %), broad substrate scope, and excellent functional group compatibility, thus providing a facile route for practical application in drug discovery and development.